Search Images Maps Play YouTube News Gmail Drive More »
Sign in
Screen reader users: click this link for accessible mode. Accessible mode has the same essential features but works better with your reader.

Patents

  1. Advanced Patent Search
Publication numberUS2130805 A
Publication typeGrant
Publication dateSep 20, 1938
Filing dateFeb 26, 1936
Priority dateFeb 26, 1936
Publication numberUS 2130805 A, US 2130805A, US-A-2130805, US2130805 A, US2130805A
InventorsArthur A Levine
Original AssigneeDu Pont
Export CitationBiBTeX, EndNote, RefMan
External Links: USPTO, USPTO Assignment, Espacenet
Sterilizing agent
US 2130805 A
Images(2)
Previous page
Next page
Description  (OCR text may contain errors)

Patented Sept. 20, 19 38 PATENT OFFICE STERILIZING AGENT Arthur A. Levine,

Niagara Falls,.N. Y., assignor Y to E. I. du Pont de Nemours a Company, Wilmington, DeL, a co p ration of Delaware No Drawing; Application February 26, 1936, Serial No. 65,919

2 Claims.

This invention relates to a process of sterilizing. More particularly it relates to a process of sterilizing or disinfecting any liquid or mixture containing bacteria. It is especially useful in the 5 treatment of water in order to render potable an impure water of high bacterial content.

This invention is concerned with the use, in sterilizing, of the compound 1,3-dichlor 5,5-dimethylhydantoin. This compound is a white,

10 crystalline powder which has a strong odor of hypochlorous acid. Its melting point is approximately 117 C. It is relatively soluble in water and other liquids. structurally, it maybe repre- 15 sented by the following formula: v

Bactericidal tests with active chlorine and will give up substantially all of its chlorine content. As is apparent from the formula, the chlorine content is approximately 36.5%.

As illustrative of the effect of 1,3dichlor 5,5- dimethylhydantoin in sterilizing river water containing large amounts of bacteria,.the following tabular summaries may be given. In each case two samples of river water were treated, one sample being unfiltered and the other filtered through an ordinary sand filter. In the results summarized in Table I sufficient dichlordimethylhydantoin was added to give various chlorine concentrations ranging from 5 to 30 parts per million, one sample of each kind of water, filtered and unfiltered, being kept untreated as a control. Two samples of each chlorine content were prepared, one being examined for bacterial content at the end of six hours and the other at the end of twenty-four hours. As will be apparent from the following table 1,3-dichlor-5,5-dimethylhydantoin acts as an effective sterilizing and disinfecting agent.

TABLE I I v dichlordimethylhydantoin for sterilizing unfiltered and screen filtered river water Parts per Chlorine eon- Bacterial Chlorine con- Bacterial Water sample million tent after 6 content per tent after 24 content per treated chlorine hrs., parts 0. c. after 6 hrs., per mil- 0. c., after 24 added per million hrs. lion hrs.

35 Unfiltered:

provide any desired active chlorine concentration. As will beapparent from the chemical structure of the compound, the chlorine atoms attached to the nitrogen atoms in the ring are readily re- 55 moved. The compound is therefore a source of For the purpose of investigating the effects of greater chlorine content a second series of samples were tested, the procedure being exactly the same as in the experiments summarized in the foregoing table. In this case, however, somewhat larger amounts of dichlordimethylhydantoin were added, the amount being sufllcient to give chlorine contents ranging from 0 to 500 parts per million. These results are summarized in the following wherever any liquid or in fact any other material is to be sterilized. Thus, it is equally useful in the sterilizing of liquids such as milk, cream and in the sterilizing of solids such as butter or ice cream.

table: My sterilizing compound 1,3-dichlor- 5,5-di- TABLE II Parts per Chlorine con- Bacterial Chlorine con- Bacterial Water sample million tent after 24 content per tent after 48 content per treated chlorine hrs., parts c. c. alter 24 hrs., per mil- 0. c., after 48 added per million hrs. lion hrs.

Unfiltered:

0.0 0. 0 51,200 0. 0 0.0 Uncountable. 50 45-50 70 50 40-45 20 100 85-90 20 100 80-85 0 200 150-175 30 -l 200 100-150 45 500 450-460 5 500 375-400 75 In determining bacterial content per 0. c. in the experiments incorporated in the foregoing tables the standard bacteriological procedure was used. Samples of the treated and untreated water were plated, using a nutrient agar-agar plate, and the bacteria were allowed to develop for 48 hours. At the end of that time the bacterial colonies were counted under a low-power microscope and the number of colonies was assumed to represent the number of bacteria present at the time of plating. This is in accordance with the standard bacteriological method for determining bacterial content and, as usual with those methods, gave results which were somewhat variable. However, from the foregoing tables the sterilizing effect of 1,3-dichlor 5,5-dimethylhydantoin is plainly apparent.

My invention is to be understood as applicable methylhydantoin is a relatively stable solid material which readily yields up all of its chlorine content when applied to a material capable of taking up that chlorine.

This invention is not to be regarded as restricted to any specific sterilizing use nor is it to be regarded as limited except as necessitated by the appended claims.

I claim:

1. A process of sterilizing water which comprises treating said water at substantially room temperature with 1,3-dichlor 5,5-dimethylhydantoin.

2. A process of sterilizing water which comprises treating said water at substantially room temperature with dichior dimethyl hydantoin.

ARTHUR A. LEVINE.

Referenced by
Citing PatentFiling datePublication dateApplicantTitle
US2422255 *Apr 14, 1944Jun 17, 1947Du PontRinse compositions
US2430233 *Jun 5, 1944Nov 4, 1947Du PontHalogen-yielding compositions
US2552490 *Feb 27, 1946May 8, 1951Wallace & Tiernan IncActive chlorine-containing composition
US2552491 *Feb 8, 1947May 8, 1951Wallace & Tiernan IncChlorination of aqueous liquid in a recirculation system
US2628174 *Oct 9, 1943Feb 10, 1953Carhart Homer WMethod of preparing protective clothing
US2649389 *Jan 16, 1943Aug 18, 1953Jonathan W WilliamsAntivesicant compounds and clothing impregnated therewith
US2920997 *Feb 14, 1955Jan 12, 1960Pittsburgh Coke And Chemical CFungicidal composition of a hydantoin selected from the group consisting of 5, 5 polymethylene and 5, 5 diaryl, and 5, 5 aryl, alky hydantion
US3147219 *Jun 14, 1961Sep 1, 1964Paterson Laurence OProcess of disinfecting water
US3165521 *Jun 21, 1962Jan 12, 1965Diamond Alkali CoHalogenated glycolurils
US3499771 *Apr 9, 1965Mar 10, 1970Genhal Sa De C VControlling the growth of bacteria in milk
US4119535 *Sep 15, 1975Oct 10, 1978White Eugene BMethod of sanitizing a volume of water in conjunction with chlorine
US4532330 *Sep 30, 1982Jul 30, 1985Great Lakes Chemical CorporationHalogenating dimethylhydantoin in presence of water and source of calcium and hydroxide ions, repeating, separating dihalogenated product containing calcium chloride and water without washing
US4745189 *Jun 23, 1986May 17, 1988Ethyl CorporationMethod of preparing N-halogenated organic heterocyclic compounds
US4855296 *Sep 12, 1988Aug 8, 1989Betz Laboratories, Inc.Synergistic mixture of 2-bromo-2-nitropropane-1,3-diol and oxidizing biocide
US6448410Jan 18, 2000Sep 10, 2002Albemarle CorporationProduction of compacted biocidal agent from particulate biocidal agent without using a binder
US6495698Jan 18, 2000Dec 17, 2002Albemarle CorporationBinder-free compacted forms of 1,3-dihalo-5,5-dimethylhydantoins
US6508954Jan 18, 2000Jan 21, 2003Albemarle Corporation1,3-dibromo-5,5-dimethylhydantoin of enhanced properties
US6565868Jan 18, 2000May 20, 2003Albemarle CorporationMethods for microbiological control in aqueous systems
US6638959Oct 9, 2001Oct 28, 2003Albemarle CorporationMicrobiological control in aqueous systems
US6641828Feb 2, 2001Nov 4, 2003Albemarle CorporationAqueous media and/or eradication or reduction of biofilm on a surface in contact with such media is achieved by introducing into the aqueous medium a microbiocidally effective quantity of one or more 1,3-dibromo-5,5-dialkylhydantoins where one of
US6680070Jan 18, 2000Jan 20, 2004Albemarle CorporationHigh impact strength shape retentive material comprised of such as halogenated hydantoin and micronized polyolefin and/or polyfluorocarbon wax binder
US6809205Jan 18, 2000Oct 26, 2004Albemarle Corporation1,3-dibromomination of 5,5-dimethylhydantoin; forming pale yellow to white material
US6908636Dec 21, 2001Jun 21, 2005Albermarle CorporationIntroducing into water with which poultry carcasses or parts are washed after slaughtering, microbiocidal amount of 1,3-dibromo-5,5-dialkylhydantoin in which one alkyl group is methyl and other contains 1 to 4 carbon atoms
US6919364Dec 21, 2001Jul 19, 2005Solution Biosciences, Inc.Microbiological control in animal processing
US6965035Jul 25, 2002Nov 15, 2005Albemarle CorpMixture of 1,3-dihalo-5,5-dimethylhydantoin in binder
US6986910Dec 6, 2002Jan 17, 2006Albemarle CorporationMicrobiological control in poultry processing
US7172782Jul 12, 2005Feb 6, 2007Albemarle CorporationMicrobiological control in poultry processing
US7182966Apr 11, 2005Feb 27, 2007Albemarle CorporationMicrobiological control in poultry processing
US7371397Oct 17, 2003May 13, 2008Albemarle CorporationUsing 1,3-dihalo-5,5-dialkylhydantoin compound
US7579018Oct 17, 2003Aug 25, 2009Albemarle CorporationMicrobiological control in aqueous systems
US7767240Jan 19, 2007Aug 3, 2010Albemarle CorporationMicrobiological control in poultry processing
US7901276Dec 23, 2004Mar 8, 2011Albemarle CorporationMicrobiocidal control in the processing of meat-producing four-legged animals
US7914365Nov 29, 2006Mar 29, 2011Albemarle CorporationMicrobiocidal control in the processing of meat-producing four-legged animals
US7985413Mar 5, 2009Jul 26, 2011Albemarle CorporationMicrobiological control in aqueous systems
US7999118Oct 17, 2005Aug 16, 2011Albemarle CorporationProcess for producing N-halogenated hydantoins
US8586763Jul 6, 2011Nov 19, 2013Albemarle CorporationProcess for producing N-halogenated hydantoins
Classifications
U.S. Classification514/389, 548/320.5, 252/187.33
International ClassificationA41D17/00, C02F1/76
Cooperative ClassificationA41D17/00, C02F1/76
European ClassificationA41D17/00, C02F1/76